Mike used to be my boss. He owns this restaurant, a little Italian place, the type that costs a fortune and you have to wait forever to get a table. When I quit, he seemed happy and asked me to dinner. Heâs older than my dad but I always thought he was hot so I agreed. What the hell? He picked me up in his swanky car. It had an expensive feel, like everything about him. Once I got in he leaned over and kissed my cheek. âBaby, are you ready for a great night?â He has always called me baby. I figure he doesnât remember my name. Iâm just the new girl on his menu. But itâs ok, I plan on making him remember. I like him. Maybe itâs that heâs so authoritative. He would yell at his employees but he never me. Heâd just give me that fatherly look and I would cringe. Heâs brilliant and hot. He has these sharp, green eyes, always a little grey stubble and his hair slicked back. He dresses well, usually in mossy shades to accentuate his eyes. He knows his assets and uses them.
I smiled at him, âOf course. You always make something happen.â He grinned and put his hand on my bare knee as he drove. Very forward. Most guys Iâd push away but I was a curious what he wanted and didnât want to offend him so early in the date.
âThis that skirt I bought you?â I nodded. He sent me this skirt for our date with a note. He wrote that he pays, I can wear something he likes. Part of me thought about not wearing it but it was cute. Itâs a short school girl skirt. Thatâs kind of his thing. He used to swat all the girlâs butts at work. Everyone at the restaurant knows he has that all-American love of the school girl uniform and playing Daddy. Maybe thatâs why I like him. Once he even toyed with the idea of having the girls at his restaurant wear uniforms. A school girl version of Hooters. âLooks nice. A bit long, though, donât you think?â He winked at me and I swatted his hand.
We pulled into his restaurantâs parking lot and he parked in his space. He jumped out and walked around to open my door, looking very cool. I took his arm, enjoying the gentleman treatment. Guys my age donât do that. So we went in and sat at his booth in the corner. I tried to sit opposite him but he pulled me to his side. The table had one of those short red and white checked table cloths and a candle. Two or three other couples sat huddled together, holding hands. Mike ordered us some sort of expensive wine.
We drank and he kept pushing my skirt higher and higher, telling me it was just too long. Slowly his hand worked its way up and came in contact with my thong. Black and silky. I tried to squirm away but he looked at me in such a way that I held still. I whispered, âWhat if the waiter comes out?â He smiled and pushed my legs open further. His thick finger was sliding in and out of me while I squirmed. I had heard he liked public but didnât realize how public. I was uncomfortable but impressed with how confident he was that I wanted him.
âDonât you think the boy would like a show? You can spice up his evening.â I bit my lip, feeling nervous. I know he liked making me nervous even more than he enjoyed making me wet. Our server was hurrying our food over as quickly as possible to please the boss. I was relieved I didnât know him. Maybe he replaced me. I tried to close my legs and push down my skirt but Mike stopped me. My effort shifted the little table cloth and drew more attention to what he was doing than if I had been still. The waiter stumbled. He was about my age, twenty-ish, and looked cool other than the shade of red his face had become. He carefully put our plates before us but it was obvious he was watching something else. When the waiter left the hand remained.
âThis looks good, doesnât it?â Mike smiled at me calmly. I wasnât hungry but he insisted I eat. I was rude if I didnât. Our waiter came back to our table multiple times to refill our barely touched glasses and watch as his boss fingered me. It was obvious the boy was excited and Mike pointed it out. âThink heâs ever fingered a girl?â I shrugged.
I wasnât concerned about the waiter. âCan we leave? Please?â
Mike finished his meal with one hand. âWould you like some dessert?â
âI want you.â
He looked annoyed, âI know youâre wet and the waiter is about to cream his pants but do what Daddy says. Be a good girl and finish your meal.â I could see the bulge in his pants but I knew he didnât want sex, he wanted control.
I ate a couple of bites before asking again, âCan we please leave?â
He sighed. âFirst you have to clean up your mess.â I looked at the table but then his wet fingers were at my lips. I opened up and sucked, eager to leave. I again tried to close my legs but he shook his head. âOur waiter would like a final look to remember you by.â Almost on cue, the waiter appeared. His jaw dropped and Mike laughed, âSon, you need to find a girl to take care of that.â He nodded to the waiterâs slight bulge.
The guy became even more red, âYes, sir.â
Mike told me to get up so I did, feeling like everyone knew about me. My ex-boss had fingered me in public. I was horrified and excited. Mike firmly planted his hands on my hips, his erection brushing my ass. I whispered, âWanna go to the bathroom?â
He smiled and shook his head, muttering, âWhat a slut.â I sulked but didnât mind his game. We walked toward the exit but he shoved me into the storeroom. He started kissing me roughly, his hands holding mine behind my back. When he looked over my should a smile spread across his face. âWell, looks like itâs your lucky day, son.â I froze. The waiter was in the storeroom with us. âIâm sorry, sir, just leaving.â
Mike was blocking the door; the waiter wasnât going anywhere. âBaby, go bend over that box.â I looked at him, puzzled, but he arched his eyebrows and I knew to do it. Mike laughed, âSomeday, son, if youâre lucky, youâll be able to make girls do what you want, too.â Mike flipped up the back of my short skirt. âYou like school girls? Go ahead. She wants it.â
The waiter hesitated and I knew Mike was annoyed. The waiter was saying, âSir! Sir!â when I heard the zipper go down and Mike say, âSon, Iâm doing you a favor. I know youâre ready to bust a nut. Fuck her ass.â I tried to get up but Mike said, âBaby, stay.â He paused, âDonât worry, it wonât hurt. Heâs hung like a mouse.â I closed my eyes. Mike chuckled, âSon, girls donât give up their asses easy. Maybe you arenât old enough to know that.â I could feel Mike fingering me. âLook how wet she is. Sheâs a bad girl. She wants it.â I remained silent and hoped the kid would bolt when Mike mumerd, âGood boy.â My panties were at my ankles and the waiter was holding my ass cheeks apart, forcing himself up my ass.
The whole time the kid was muttering, âIâm sorry, Iâm sorry.â
I heard Mike slap the kidâs ass. âDonât apologize. Thatâs what she wants. You like her ass? Sheâd never give it to you. Sheâs a fucking snob.â Mikeâs words were obviously meant to anger the kid and anger they did. He started pumping me harder and grunting. Mike was right. It didnât hurt much. The guy must be tiny. âGrab her tits⊠Good boy.â The waiter was squeezing my tits in a very non-sexual way. This seemed to go on for too long when Mike sighed and said, âGood boy. Now cum in her ass.â I was turned on more by Mikeâs authority than the little prick in my ass. I felt the kid cum on command. âOk, baby, get on your knees and clean him up.â
The waiter flushed, âI can go to the restroom.â
Mike shook his head and motioned for me to suck the kid. I was curious to see where this went so I begrudgingly took his little dick and cleaned him. âSon, when you can fuck a girl in the ass and have her clean you up, donât give that away.â Mike bent over and shoved a finger in the kidâs ass. He squeeked out loudly and Mike was grinning his power-hungry grin. âYou think you can get a sweet ass like that for nothing? You wonât stretch her out but you still have to pay.â Mike removed his finger and grunted, âI, however, will stretch you.â He bent the waiter over like I had been and pinned him. âLube him up for me, baby.â